Antihalation layer and filter layer



ANTIHALATIN LAYER AND FILTER LAYER Filed Aug. 18, 1934 In venor:

Patented Feb. 14,1939 i 2,147,112 ANTrnALATToN LAYER AND FILTER LAYER' Wilhelm schneider, Dessau iu Anhalt, Germany,

assignor to Agfa Ansco Corporation, Binghamton, N. Y., a corporation of New York Application August 1s, 1934, vserial No. 740,535,

Germany August 19,'1933 6' claims. (ci. 95-3) My pesent invention relates to the manufac- 1) 'I'he dye Corresponding With the mm1-11B ture of 'anti-halation layers or filter layers. `One of its objects are the improved anti-hala- (CzHfN 02H92 tion layers and filter layers. Further objects will t 5 be seen from the detailed specification following C/ d hereafter.

l In the manufacture of anti-halation layers and iilter layers for photographic purposes, certain green dyestuffs of the triphenyl-methane series are used, but the layers made therewith are not io completely bleached during the developing procso ess; there generally'remains a more or less strong coloration, or theV coloration reappears. or is is produced by heating 30 grams of methyianmne' strengthened' during the Subsequent drying.4 It 22 grams 0f p-bel'lZaldehyde SOdlUm SulfGIlat'e and has also been found that various representatives 25 oo of concentrated iiydrooiiiorio aoid for 24 u f of this series of es for exam le, malamtevhours to 100? C. while'stirring. The reaction mixgreen, have a Stgng desensitmrg action on ture is made alkaline and the excess of diethylphotographic emulsions.` This drawback is less diiiiine ,is removed b y distiiiation with steam' in evidence with the commercial sulfurizeddye- The-19u00 compound is ,separated by addition of 2o stuffs, but these a1so exhibit the disadvantage of Salt and Purified by dissolving it in mer and 90 incomplete @color-ization separating it again by the addition'oi salt. Then According to this. invention I have found 1i the 18u00 Compound 1S oxidized Wifh the calcpossible to select a class of green dyes of the triiaied quantity of iedd dioidde at o C' Thevdye phenylmethan Series which are not subject. t@ 1s precipitated by the addition of sodium sulfate the aforesaid drawbacks and permit the unobjec-i aPd iS reorystalized from aihi- 25 tionablemanuiacture of water permeable anti- (2) The dye corresponding with the formula halation layers and filter layers. This class com- CH prises the diamino-triphenylmethane dye having Y (HiN N( i a sulfo-group only in the para-position ofthe y Cl benzene ringwliich does not contain an amino Ci C/ 3o group. Y

Such a dyestul! may be regarded as of the gener'al formula n. R, Rr R4 U is produced by coiidensingv and oxidizing in the above manner a mixture of 32 grams of o-chlorodimethylaniline, 22 grams or p-benzaldehyde so- .40

dium sulfonate and 25 cc. of concentrated hydrochloric acid. The vdyeis separated by the addition ofroommon sait and puried by dissolution in water and reprecipitation with common salt. -Y' z (3) Thedye 45 c 5N (ons) BOI-mf` Hl) s in whicnni, Rc, nu and Re are the usual lie/ phatic or cyclic radicals, which may or may not p 50 contain substituent but contain no sullo-group and U. V, W, X,\Y and Z may be hydrogen or substituents usual in the chemistry of organic No, dyestuii's. For instance, the following dyes are u suitable A for Vthe Purpose of the invention. o

the preparation of whichI is described in Annalen der Chemie, 294page 383.

(4) The dye Helvetia green corresponding with the formula f vagent or vice versa 'in th'e required amount which is only limited bythe solubility of the dyein the particular solvent. f

' The following examples illustrate the invention. Emample 1.-'-10 grams of gelatin are dissolved in 100 cc. of water. To this solution there are added 0.1 gram of the above dye (1). This solution is cast on plates lor films to form an antihalation layer or a filter layer.

Example 2.-To a. solution of 1 gram of the ,above dye (4) in 100 cc. of alcohol there are added 10 grams o'f a phenoxyace'tic acid-formaidehyde resin. The solution is cast on the back of a lm or plate to form an ia.ritihalationlayer.

The accompanying drawing illustrates my invention.

y In Fig. 1 the support l is provided withan antihalation layer 3 containing a Water permeable binding agent and a diamino triphenyimethane dye containing a sulfo group only Iin the paraposition of the benzene ring which does not containan amino group. The light-sensitive emulsion layer 2 is attached to the anti-halation' layer 3. Fig. 2 shows a film in which the support I is coated with a light-sensitive emulsion layer '2, and on the latter there is provided a water permeable lter layer 3 containing a diamine triphenylmethane dye containing a sulfo group only in the para-position of the benzene ring. Fig. 3 shows -a. lm of which the support l vbears on one side the light-sensitive emulsion layer 2 and onfthe other side the water permeable anti-halation layer 3 containing a damino triphenylmethane -dye containing a sulfo group only in the para-position of the benzenering. In Fig. 4 the support I 'of a lm or plate is provided with the light-senaitive emulsion layer 2 containing as a filter'dye adir.

amino triphenylmethane dye containing a suli'o group only ,in vthe para-position of the benzene ring. j

What I claim is':

1. A photographic emulsion support provided with a water permeable layer containinga diaminotriphenymethane dye containing-a sulfo group only in the para-position o! the benzene ring.

2. A photographic emulsion support provided with a water permeable .layer containing a dye corresponding with the formula R1\N )Bl R: Rl

U c/ x 0 in which Ri, Rz, Rs and R4 represent alkyl, U and X each: represents a member selected from the Group-consisting .of H and halogen. and Z represents a member of the group consisting of H and '3. photographic emulsion support provided with a water permeable layer containing a'dye corresponding with the formula '4. A photographic support provided with a water" permeable layer containing. a dye corresponding with the formula (cnam '-mcm).

, x SOI 5`A photographic emi1islon''support providedl with` a water permeable layer-comprising lgeli'atin i and a dye' corresponding with the formula 6. A photographic emulsion Asupport provided with a water permeable layer comprising phenoxyacetic acid-formaldehyde resin and a dye corresponding with the formula (en .),N morn),

WILHEIM SCHNEIDER. 

